53983-75-8Relevant academic research and scientific papers
Aminoalkylation of electron-rich aromatic compounds using preformed iminium salts derived from aldehydes other than formaldehyde
Grumbach, Hans-Joachim,Arend, Michael,Risch, Nikolaus
, p. 883 - 887 (1996)
Preformed iminium salts derived from aldehydes other than formaldehyde are demonstrated to be excellent reagents for the aminoalkylation of indoles, phenols and N,N-dimethylaniline. This method provides a simple and straightforward route to a variety of aromatic Mannich bases which are difficult to obtain by other procedures. Surprisingly, the reaction between N-methylindole or 2-naphthol with a preformed N-silyl iminium salt led to the formation of a bisindolylmethane or a dihydrooxazine derivative, respectively.
